2238 Upper Michigan Road Pittsfield, VT $ 745,000
2238 Upper Michigan Road
$ 745,000
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2238 Upper Michigan Road

Pittsfield, VT, 05762
$ 745,000
Bedrooms3 Baths1.1 Sq 2,034

Monthly Estimate*

$ 4,704

Listed by Kyle Kershner, Killington Pico Realty, 802-422-3600, kyle@killingtonpicorealty.com
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Single Family Home for sale in Pittsfield, VT

for $745,000 with 3 bedrooms and 1 full bath, 1 half bath. This 2,034 square foot home was built in 1825 on a lot size of 54.4.

Tucked away at the end of Upper Michigan Road on 54.4 private acres bordering the Green Mountain National Forest, this remarkable 1825 Vermont farmhouse offers breathtaking long-range mountain views in an unforgettable setting. Rich in authentic character, the home showcases rustic knotty pine walls, exposed hand-hewn beams, wide plank floors, and a fieldstone fireplace hearth. The home's low ceilings and gently uneven floors are not imperfections — they are reminders of a time when homes were built by hand and meant to last. A thoughtfully designed addition in 1996 blends seamlessly with the original home, providing modern comfort with a spacious primary bedroom featuring 10-foot ceilings and custom built-ins, a guest bedroom, and a beautifully updated full bath. The expansive living area offers inviting spaces to gather around the woodstove, enjoy movie nights, or relax with family and friends. The vintage-inspired kitchen and dining area, with vaulted ceilings, warm pine finishes, and a picnic-style dining table, is ideal for casual entertaining. Upstairs, two additional guest bedrooms and a powder room provide comfortable accommodations. Outside, more than 30 acres of managed woodland extend along both sides of the town road, complemented by open lawns, mature perennial gardens, and endless opportunities to enjoy the spectacular southern views. A detached two-car garage with overhead storage provides ample space for vehicles and outdoor gear. Snowmobiling, ATV riding, hiking, mountain biking, and snowshoeing are all accessible directly from the property. A state wastewater permit for an additional three-bedroom home offers exceptional flexibility for future expansion or a family compound. This is a rare opportunity to own a legacy Vermont property where history, privacy, recreation, and extraordinary natural beauty come together.

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Single Family Contingent

Price

$ 745,000

Bedrooms

3

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Antique,Cape,Farmhouse

Lot Size

54.4

Year Built

1825

Town/City

Pittsfield

County/Region

Rutland

MLS | Web ID

5097001

Features
Interior
Basement Description Crawl Space Dirt Floor
Interior Amenities Dining Area 1 Fireplace Hearth Natural Light Natural Woodwork Vaulted Ceiling Wood Stove Insert
Basement Yes
Flooring Carpet Combination Softwood Vinyl
Beds 3
Total Rooms 6
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General
Road Frontage Yes
Sewer Private Septic
Heating Baseboard Hot Water Wood Stove
Cooling None
Utilities Telephone Available
Possession At Closing
Roof Architectural Shingle
Appliances Dryer Electric Range Refrigerator Washer
Garage Yes
current use Yes
Flood Zone No
Zoning None
Exclusions Furnishings not included.
3/4 Baths 0
Full Baths 1
Half Baths 1
Bathrooms 2
Year Built 1825
Electric Circuit Breaker(s)
Style Antique Cape Farmhouse
Stories Count 1.5
Construction Status Existing
Type Single Family
Auction No
Tax Year 2025
Status Detail 1
Covenants Unknown
Construction Materials Wood Frame Clapboard Exterior
Directions Route 100 to Upper Michigan Road in Pittsfield. Last house on right before Green Mountain National Forest
High School Choice
City Pittsfield
Other Equipment Wood Stove
Seasonal No
Elementary School Choice
Middle School Choice
DOM 5
Price Per Sq Ft Total AG 366.27
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Exterior
Lot Features Landscaped Pond View Wooded Adjoins St/Nat'l Forest Near Skiing Near Snowmobile Trails Rural Near ATV Trail
Exterior Amenities Natural Shade
Driveway Gravel
Lot Size Area 54.4
Water Source Drilled Well Private
Parking Features Driveway Garage
Garage Capacity 2
Foundation Stone
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* Excluded Features
List By
Kyle Kershner

Listing Agent

Killington Pico Realty

Broker

(802) 422-3600

Phone

kyle@killingtonpicorealty.com

Email

Affordability Calculator

$4,704
Per Month
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Monthly Principal & Interest
$4,704
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
1784809 Elementary School
449202 Middle School
Choice High School High School
Pricing History
DatePricePrice ChangeDescription
6/26/2026$745,000 Listed Price

Map


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2238 Upper Michigan Road, Pittsfield, VT, 05762 is a Single Family Home for sale at $745,000 with 2,034 sqft and a lot size of 54.4. 2238 Upper Michigan Road has 3 bedrooms, 1.1 baths, and was built in 1825. The property's zip code is 05762 which is in Pittsfield, VT